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Jim Singleterry

Jim Singleterry is the founder of RoofSmart™ and a leading authority in the American roofing and gutter industry. A second-generation builder, Jim was raised on his father’s job sites in California, developing a foundational "boots-on-the-ground" expertise before earning a Computer Science degree from Washington State University. Jim is what happens when you combine technical, data-driven precision with the grit of a master tradesman. While he spent years in leadership at industry giants like LeafFilter® and founded the Seattle market's premier gutter company, Leafless in Seattle®, his true differentiator is his relentless commitment to the field. Over the last 15 years, Jim has personally consulted on over 3,000 individual projects—maintaining a staggering pace of 200 personal site visits per year. This deep, hands-on data set allows Jim to provide homeowners with "expert-biased" advice that most contractors simply cannot match. He doesn't just manage projects; he diagnoses them with a level of technical accuracy rarely seen in the trades. An Amazon Wall Street Journal Bestselling Author, Jim co-authored Empathy and Understanding in Business with legendary FBI negotiator Chris Voss, bringing the art of tactical empathy to the home improvement experience. As a member of the National Roofing Contractors Association (NRCA) and the Roofing Contractors of Washington (RCAW), Jim continues to lead RoofSmart™ with a simple, uncompromising mission: providing the Competence, Integrity, and Value that every homeowner deserves.

Problems

Do MasterShield Guards Need to Be Removed During a Roof Replacement?

April 13th, 2026|5 min read

Problems | Case Studies

Is My Attic Company Trying to Upsell Me or Is My Attic Mold Bad?

April 10th, 2026|6 min read

Problems

What Red Flags Should I Look for When Comparing Roof Proposals?

April 8th, 2026|6 min read

Problems

What Should I Know About Roofing Before Meeting with a Roofer?

April 6th, 2026|5 min read

Problems

How to Fix Attic Ventilation in Old Seattle Homes Without Causing Mold (Vented Roof Deck Guide)

April 3rd, 2026|4 min read

Problems

Does My Flat Roof Need A Cant Strip in Seattle?

April 1st, 2026|6 min read

Comparison | Problems

How Do I Decide Between Seattle Roofing Companies With 5-Star Ratings?

March 30th, 2026|9 min read

Problems

What Can Go Wrong On a 15-Year-Old Asphalt Shingle Roof?

March 27th, 2026|4 min read

Problems

What Are the Most Common Repairs Tile Roofs Need in Seattle?

March 25th, 2026|4 min read

Problems

Why Do Commercial Roofs Take Longer to Install Than Residential Roofs?

March 23rd, 2026|4 min read

Case Studies

Is It Better to Repair or Replace Your Concrete Tile Roof?

March 20th, 2026|4 min read

Cost

What Extra Roof Components Are Part of My Asphalt Shingle Roof Cost?

March 18th, 2026|5 min read

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Problems

How to Know When to Repair or Replace Your Cedar Shake Roof in Seattle (2026 Guide)

March 16th, 2026|7 min read

Problems

Is My Roof Leak Caused by the Roof or Gutter Guards? Seattle Case Study & Diagnosis

March 13th, 2026|7 min read

Problems

How to Prevent Condensation on Low-Slope Metal Roofs in Seattle – Roofer's Guide 2026

March 11th, 2026|6 min read

Problems

Can Too Much Shade Damage Your Asphalt Shingle Roof?

March 9th, 2026|6 min read

Case Studies

Can Proper Ventilation Prevent Mold In Your Attic?

March 6th, 2026|4 min read

Problems

Does My Algae Warranty for Asphalt Shingles Actually Protect My Roof?

March 4th, 2026|6 min read

Problems

Are Seattle Roofs More Likely to Have Condensation and Mold Issues?

March 2nd, 2026|6 min read

Case Studies | Review

What's the Best Roof Material to Protect Your Home from a Tree Strike?

February 27th, 2026|4 min read